1: 75 percent / sodium amalgam; NaOH / 18 h / 20 °C 2: 48 percent / CrO3; pyridine / CH2Cl2 / 48 h / 20 °C 3: 77 percent / L-selectride / tetrahydrofuran / -78 - -20 °C 4: 78 percent / pyridine; dimethylaminopyridine / CH2Cl2 / 20 h / 20 °C View Scheme

1: 75 percent / sodium amalgam; NaOH / 18 h / 20 °C 2: 48 percent / CrO3; pyridine / CH2Cl2 / 48 h / 20 °C View Scheme

sodium hydroxide; sodium amalgam T=20°C; 18 h;

With  sodium hydroxide; sodium amalgam T=20°C; 18 h;